Ammonium cerium (IV) nitrate → (2-(2-Fluoro-6-methoxyphenyl)-8-methylquinolin-3-yl)methanamine

Participants

Reaction Steps

Prepared according to Procedure G using N-(4-methoxybenzyl)(2-(2-fluoro-6-methoxyphenyl)-8-methylquinolin-3-yl)methanamine (1.1795 g, 2.8320 mmol, 1 eq) and ammonium cerium(iv) nitrate (5.434 g, 9.912 mmol, 3.5 eq) in CH3CN—H2O (2:1, 13 mL). After purification, (2-(2-fluoro-6-methoxyphenyl)-8-methylquinolin-3-yl)methanamine was obtained as yellow sticky solid. 1H NMR (DMSO-d6) δ ppm 8.41 (1 H, s), 7.82 (1 H, d, J=7.4 Hz), 7.55-7.60 (1 H, m), 7.45-7.54 (2 H, m), 7.03 (1 H, d, J=8.2 Hz), 6.92-7.00 (1 H, m), 3.71 (3 H, s), 3.59 (2 H, q, J=16.6 Hz), 2.64 (3 H, s), 1.88 (2 H, br. s.). Mass Spectrum (ESI) m/e=297.1 (M+1).

Provenance & Evidence